Water Mill Vacation Packages 2026 from $456

Water Mill flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Heritage Hotel, Golf & Conference Center

$456

per person

Sep 18 - Sep 20

found 8 hours ago

Roundtrip flight included

Raleigh (RDU) to New Haven (HVN)

A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$469

per person

Aug 7 - Aug 10

found 17 hours ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.

New Haven Hotel

Downtown New Haven

$855

per person

Aug 7 - Aug 10

found 11 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to New Haven (HVN)

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Cambria Hotel New Haven University Area

West River

$823

per person

Aug 7 - Aug 10

found 11 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to New Haven (HVN)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.

Three Ducks

$1,620

per person

Aug 7 - Aug 10

found 17 hours ago

Roundtrip flight included

Orlando (MCO) to Westhampton (FOK)

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Top Water Mill hotels deals

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$1,218 nightly

$1,391 total

Jul 5 - Jul 6

Total with taxes and fees

This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

On private beach

Pool

Sound View Greenport

58775 County Rd 48 Greenport NY

$530 nightly

$606 total

Jul 21 - Jul 22

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.

On private beach

Pool

Zey Hotel

439 Main Street Greenport NY

$243 nightly

$278 total

Jul 20 - Jul 21

Total with taxes and fees

A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Pet friendly

Parking included

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

Free Cancellation

Reserve now, pay when you stay

$321 nightly

$367 total

Jul 5 - Jul 6

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. There's a garden and multilingual staff can provide around-the-clock assistance.

Pool

Pet friendly

The Atlantic Hotel

1655 County Road 39 Southampton NY

$273 nightly

$312 total

Jul 26 - Jul 27

Total with taxes and fees

This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, free newspapers, and barbecue grills are also on offer.

Pool

Pet friendly

North Fork Resort

690 Queen St Greenport NY

$335 nightly

$382 total

Jul 6 - Jul 7

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A picnic area and barbecue grills are also provided.

Pool

Pet friendly

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Water Mill attractions

An art gallery with a wooden ceiling and a long hallway displaying various artworks.

Parrish Art Museum

9.0/10 (9 reviews)

Browse the contemporary artwork displays, discover the talents of some the Hamptons best known artists and admire the barn-like design of this Long Island legend.

See properties

Frequently asked questions

How much are vacation packages to Water Mill?

Prepare to be pleasantly surprised — you could find yourself in Water Mill for as little as $456. Here at Travelocity, we save you money and stress with our awesome vacation package deals. With flights, hotels and experiences all in one place, why put it off?

How long should my Water Mill vacation be?

Around 4 nights is the average amount of time travelers vacation in Water Mill. But the ideal trip length comes down to how many cherished memories you want to create. Why not allow a few extra days and discover some of the lesser-known spots?

Where can I get the best vacation package deals for Water Mill?

For the perfect package deal to Water Mill, head straight to Travelocity. Pick from as many as 400 partner airlines and 1,000,000 properties worldwide to create the ideal escape — the choice is all yours!

Why should I purchase my Water Mill vacation package via Travelocity?

By booking your hotel, flights, activities and car rental all in the one place, you'll save big bucks as well as precious time. We have an expert team of customer service specialists available 24/7, and you'll know that you'll always score the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and start packing!

Will I save money on my Water Mill car rental if I combine it with my hotel or flight?

With a Water Mill vacation package, you can bundle your flight, hotel and car bookings and save a whole lot. When you're ready to see the best of this impressive region, why not make a beeline for Times Square? This must-see sight is 85 mi from Water Mill. With a rental car, you'll be there in the blink of an eye.

Which airport is best for Water Mill?

MacArthur Airport (ISP) (40 mi away from the city center), Tweed - New Haven Regional Airport (HVN) (35 mi away from central Water Mill) and Hartford, CT (HFD-Hartford - Brainard) (60 mi away from central Water Mill) are the best options for Water Mill.

What is there to do in Water Mill?

There is a certain kind of magic as you stroll the streets of Water Mill. Duck Walk Vineyards and Atlantic Golf Course are just two landmarks that make this city so special, so put them at the top of your to-do list.

Where should I stay when visiting Water Mill?

Many visitors opt to check in to the 1940s Fisherman's Cottage close to beach. Right next to the Water Mill museum.. It's a great base for your Water Mill getaway.